Fun Questions to Ask a Guy to Get to Know Him Better

For many girls, approaching a guy they like is the biggest hurdle - let alone chatting or conversing on a common topic. But what if one is armed with some of the best fun questions to ask a guy? That would ease things a bit, wouldn't it? This article gives the choicest questions that any girl can use to walk up to any guy she likes and hold his attention for as long as she wants.

LoveBondings Staff

Last Updated: Mar 19, 2018

Asking the right kind of questions is the key in getting to know a guy well. When such questions are put forth, a guy's responses can give the girl a glimpse into his character and outlook. The questions here work as effective conversation starters with a relative stranger, someone you've known for long or even someone whom you've been dating.

These fun questions also arm girls to take initiative and equip them to override the first few awkward minutes together. Remember that different situations demand different types of questions.

Flirting Questions to Ask a Guy You've Just Met

Why These Questions?

So you've just met a guy and you'd like to know him better. Sometimes sassy pick up lines work best to cut out the awkward silences between two strangers. And once you get his attention, you can always take it from there. Here are some pick up lines that range from the bold to the cheesy.

~ I seem to have lost my number. Can I have yours?~ Well, I'm here. Now, what were your other two wishes?~ What does it feel like to be the most handsome guy in the room?~ Are you taking in applications for a girlfriend?~ Didn't we go to different schools together?~ Hi, I'm Ms. Right. Someone said you were looking for me?~ Excuse me, do you know how much a polar bear weighs? (No) Enough to break the ice. Hi, my name is...~ Knock knock (who's there?), kiss (kiss who?), kiss me!

~ I like talking to handsome guys, do you share the same sentiment for hot girls?~ What's the bravest thing you've ever done? For me, it's coming to talk to you.~ I am an extrovert, what about you?~ Have you always been this good looking or are you just trying to impress me?~ They say flattery gets you everywhere. Why don't I go ahead and give that a shot?~ You're cute, do you think we can hit it off?~ So...do I get breakfast in bed every Sunday morning?

Questions to Ask a Guy to Get to Know Him

Why These Questions?

So you like him and you want to know every single thing about him. Understandable enough. But, you're just getting to know him, so you'll have to pace yourself. Though you might want to get to the really intimate and personal questions, it's important that you build a rapport and become friends before you fire these off. The following questions will help you to get to know the kind of person that he is.

~ How do you spend a typical Sunday?~ If a huge inheritance came your way, what would you do?~ Are you a cat or dog person?~ What do you want to do right now? At this very moment?~ Are you a god-fearing person?~ Are you close to your parents?~ What would you rather do on a day off - spend the day watching TV or indulge in an outdoor activity

~ If you had one superpower, what would it be?~ Which is that one film that you could watch over and over again?~ Where would you go on an all-expense paid trip?~ Where would you rather go? A high-end restaurant for a gourmet meal or a simple restaurant for fast food?~ The train or the bus?~ Have you ever stayed up all night talking to someone?~ Have you lied to anyone to get out of a tricky situation?

~ What would you rather do? Watch a movie or read a book?~ Where do you see yourself in 5 years?~ Do you have any childhood friends? Who are they?~ Who's played the most influential part in your life?~ Do you like music? What do you listen to?~ What would you do to spruce up a mundane Saturday night?

Fun Questions to Ask a Guy Over the Phone

Why These Questions?

You will need these when you want to indulge in long conversations over the phone. Fire these off and bring in the long conversations. The versatility of these questions is such that you can use them to text him or bring them in when you're actually talking to him over the phone.

~ What's the one thing you would do, if you were able to do it?~ Where's your favorite place in the whole world?~ Have you ever been so high that you've passed out?~ Have you ever been kissed like you blew the top off your head?~ What's your best memory of us, in the three months that we know each other?~ If you had a week to live, how would you spend it?

~ If you were offered a job that paid you a lot of money, but you had to spend a year somewhere isolated and you couldn't be in touch with anyone, would you take it?~ Do you see yourself committing to anyone?~ What if you woke up one day and were able to read minds. Whose minds would you want to read?~ Have you ever slapped anyone?~ Have you ever cheated in an exam?~ What's your least favorite food?

~ What is the most embarrassing thing you've ever done?~ Are you a night person?~ If you could date a famous celebrity, who would you date? Why?~ If you had to miss an important sports event to help out a friend, would you?~ Do you have a phobia of anything?~ Do you enjoy watching horror films?~ Have you ever tried bungee jumping or any other extreme adventure sports?~ Name an expensive thing that you bought and now regret buying.

Questions to Ask a Guy You're Interested In

Why These Questions?

So now that you know him a little well, you can venture into questions that are more personal -- something that borders on things that will tell you more about his romantic side. If you're interested in a guy, the idea is to let him know in subtle ways. The problem with guys is their tendency to run away from good things, so these questions will help you gauge his interest in you.

~ What was your first impression of me?~ What's your idea of a perfect date?~ What happens if you have to choose between your career and a girl?~ What is the most romantic thing you've done for a girl?~ Who is your ideal type of girl?~ Have you ever had any strong feelings for anyone before?~ What's your biggest turn on?

~ If a girl asked you out, would you accept?~ Would you like it if a girl made the first move?~ Do you believe in the forever and forever kind of love?~ Do you ever experience feelings of jealousy when you're in a relationship?~ Would you ever consider being in a long distance relationship?~ What would happen if a girl you really liked turned you down? Would you still be friends with her?

~ Are you the more dominating one in a relationship?~ Do you see yourself falling in love?~ What attracts you to the opposite sex?~ Have you ever been in love before?~ Would you bunk work/school to go out on a date?~ Do you hate giving/having pet names in a relationship?~ If you had a crush on someone, would you make the first move?

Questions to Ask a Guy You've Been Dating for Long

Why These Questions?

You've been dating for long and you need to know if things are going anywhere. Ask these questions when you think it's time to take the relationship forward.

~ Did you ever think we would end up dating and get into a serious relationship?~ Is there anything you would like me to change about myself?~ Is there anything that you hate about yourself?~ Are you happy with your life?~ What if I say no to a live-in relationship and want marriage instead?~ How would you describe me to your family?~ Do you think a person's past is important?~ Do I figure in your future?

~ Where do you see this relationship going?~ Do you ever discuss 'us' with your friends?~ What would you do if I got really angry with you?~ What happens if I have to shift to a different city for a job? Would we still be in this relationship?~ Would you change anything about a past relationship if you could?~ What do you answer when people ask you where our relationship is headed?~ Have you ever felt like hitting any of my male colleagues/friends for being friends with me?

And there you have it -- a good mix of some of the most fun, serious and random questions that you can get your hands on. With the several mediums that you can use them in, it's one great list to have -- for some fun and get to know the guy better. Isn't that what you wanted?